Benzene, 2-cyclopenten-1-yl-

Base Information

• Chemical Name: Benzene, 2-cyclopenten-1-yl-
• CAS No.: 39599-89-8
• Molecular Formula: C11H12
• Molecular Weight: 144.216
• European Community (EC) Number: 688-775-7
• DSSTox Substance ID: DTXSID50958729
• Nikkaji Number: J1.036.039K
• Mol file: 39599-89-8.mol

Synonyms:3-Phenyl-1-cyclopentene;37689-22-8;Benzene,2-cyclopenten-1-yl-;Benzene, 3-cyclopenten-1-yl-;Benzene, 2-cyclopenten-1-yl-;3-Phenylcyclopent-1 -ene;1-cyclopent-2-enyl-benzene;2-Cyclopenten-1-ylbenzene #;(Cyclopent-2-en-1-yl)benzene;DTXSID50958729;39599-89-8

Chemical Property of Benzene, 2-cyclopenten-1-yl-

Chemical Property:

• Vapor Pressure: 0.187mmHg at 25°C
• Boiling Point: 218.2°Cat760mmHg
• Flash Point: 79.1°C
• PSA: 0.00000
• Density: 0.986g/cm³
• LogP: 3.12020
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 144.093900383
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C=C1)C2=CC=CC=C2

Technology Process of Benzene, 2-cyclopenten-1-yl-

There total 21 articles about Benzene, 2-cyclopenten-1-yl- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

hepta-1,6-dien-4-ylbenzene (13064-21-6) → 4-phenylcyclopentene (39599-89-8)

Guidance literature:

Grubbs catalyst first generation; In dichloromethane;

DOI:10.1081/SCC-200063971

Reference yield:

Phenyl triflate (17763-67-6) + cyclopentene (142-29-0) → 4-phenylcyclopentene (39599-89-8) + (-)-(S)-cyclopent-2-enylbenzene + (+)-(3R)-phenylcyclopentene

Guidance literature:

With N-ethyl-N,N-diisopropylamine; (S)-4-tert-butyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-1,3-oxazol; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 70 ℃; for 120h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Reference yield:

Phenyl triflate (17763-67-6) + cyclopentene (142-29-0) → 4-phenylcyclopentene (39599-89-8) + (-)-(S)-cyclopent-2-enylbenzene

Guidance literature:

With Pd₂(dba)4; C₆H₅C₃H₃NOC(CH₃)2OP(OC₆H₂(C(CH₃)3)2)2; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 50 ℃; for 48h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Combinatorial reaction / High throughput screening (HTS);

DOI:10.1002/chem.200902777

upstream raw materials:

cis/trans-3-phenylcyclopentanol

1-phenyl-2-vinylcyclopropane

4-(3-butenyl)-2-phenyl-Δ²-1,3,4-oxadiazolin-5-one

(±)-trans-(2-vinylcyclopropyl)benzene

Downstream raw materials:

C₂₁H₂₃NO

C₂₂H₂₀F₃N₃O₂S

C₂₁H₁₉F₃N₄O₂S

C₁₉H₁₈ClN₃O₂S₂